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Back to School Outfit Idea: Cropped Sweatshirt, Pleated Skirt & Chunky Loafers
Start the school year in style with a cropped sweatshirt, pleated skirt, and chunky loafers. A chic back-to-school outfit that balances comfort and polish.
BACK TO SCHOOL OUTFIT
9/2/20253 min read


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Smart, Playful & Effortlessly Preppy
Heading back to school doesn’t mean compromising style for comfort. This outfit blends casual streetwear with polished preppy elements, making it perfect for campus days, study sessions, or casual hangouts. A cozy cropped sweatshirt gives laid-back ease, while the pleated skirt keeps it sharp and academic. Finished with loafers, gold jewelry, and a practical tote bag, this look is both functional and fashion-forward.
Outfit Breakdown: The Back to School Look
1. Gray Cropped Sweatshirt
A comfy, slightly oversized sweatshirt with a cropped hem. Helpful for layering and staying cozy in chilly classrooms.
👉 Shop similar on Amazon: Cropped Sweatshirt
2. Black Pleated Skirt
A high-waisted pleated skirt with a timeless schoolgirl vibe. Helpful for achieving that polished, preppy aesthetic.
👉 Shop similar on Amazon: Pleated Skirt
3. Chunky Black Loafers
Classic loafers with a modern chunky sole. Helpful for comfort and style, perfect for all-day wear on campus.
👉 Shop similar on Amazon: Chunky Loafers
4. White Crew Socks
A must-have for pairing with loafers. Helpful for adding a playful, Y2K-inspired preppy finish.
👉 Shop similar on Amazon: White Crew Socks
5. Black Adidas Cap
A casual baseball cap with a sporty edge. Helpful for keeping things relaxed and hiding bad hair days.
👉 Shop similar on Amazon: Adidas Cap
6. Neutral Tote Bag with Water Bottle Pocket
A spacious tote bag with multiple compartments. Helpful for carrying books, a laptop, and everyday essentials in style.
👉 Shop similar on Amazon: School Tote Bag
7. Gold Coin Necklace
A detailed coin pendant necklace. Helpful for adding a subtle, classy touch to your look.
👉 Shop similar on Amazon: Gold Coin Necklace
8. Gold Hoop Earrings
Timeless medium-sized hoops. Helpful for elevating your outfit while keeping it minimal and chic.
👉 Shop similar on Amazon: Gold Hoop Earrings
9. Apple Watch with White Band
A sleek smartwatch with a neutral strap. Helpful for managing time, schedules, and staying on top of notifications.
👉 Shop similar on Amazon: Smartwatch
Style Tips
Add a denim jacket or oversized blazer for an extra layer.
Swap loafers for sneakers if you want a more casual vibe.
Keep accessories minimal for an effortless, everyday feel.
Why It Works:
✔️ The pleated skirt gives a preppy academic feel
✔️ The cropped sweatshirt keeps the look modern and comfy
✔️ Accessories add polish without feeling overdone
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